503-17-3

Basic information

• Product Name: 2-Butyne
• Synonyms: 2-Butine(3CI); Dimethylacetylene
• CAS NO: 503-17-3
• Molecular Formula: C₄H₆
• Molecular Weight: 54.09
• EINECS: 207-962-2
• Mol File: 503-17-3.mol
• Article Data: 62

Chemical Properties

• Melting Point: -32.3 °C
• Boiling Point: 25.6°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.694g/cm³
• Vapor Pressure: 745mmHg at 25°C
• Refractive Index: 1.393
• CAS DataBase Reference: 2-Butyne(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butyne(503-17-3)
• EPA Substance Registry System: 2-Butyne(503-17-3)

Safety Data

• Statements: R12:Extremely flammable.; R36/37:Irritating to eyes and respiratory system.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S23:Do not inhale gas/fumes/vapour/spray.; S29:Do not empty
• Hazardous Substances Data: 503-17-3(Hazardous Substances Data)

Usage

Description

2-Butyne, also known as dimethylacetylene, is a highly common organic chemical compound with the formula CH3C≡CCH3. It belongs to the category of alkynes which are hydrocarbons characterized by a carbon-carbon triple bond. Its linear structure consists of two methyl groups attached to the triple bond, hence its alternative name. 2-Butyne is a colorless gas at room temperature and is an important raw material in organic synthesis.

Uses

Used in Organic Synthesis:
2-Butyne is used as a building block for a wide variety of chemicals due to its versatile carbon-carbon triple bond, which allows for various chemical reactions and transformations.
Used in Chemical Production:
2-Butyne is used as a raw material in the production of polymers and elastomers, contributing to the development of materials with specific properties for different applications.
Used in Industrial Applications:
2-Butyne is used as a precursor in the synthesis of various industrial chemicals, highlighting its importance in the chemical industry.
Safety Consideration:
2-Butyne is highly flammable, and extreme caution should be taken while handling this compound to prevent accidents and ensure safe usage in various applications.

InChI:InChI=1/C4H6/c1-3-4-2/h1-2H3

Upstream product

• 1066-26-8 sodium acetylide 
• 26487-92-3 3-(triphenylphosphoranylidene)butan-2-one 
• 64896-27-1 -2,3-butandiol di-(4-methylbenzolsulfonat) 
• 3100-04-7 Methylcyclopropen 
• 78-79-5 isoprene 
• 4883-98-1 2,3-dimethylcycloprop-2-en-1-one 
• 2417-87-0 trans-1,2,3,4-tetramethylcyclobutene 
• 590-19-2 2,3-dimethylbutene 
• 854459-72-6 2-bromo-3-iodo-butane 
• 487-52-5 3,4,2',4'-tetrahydroxy-chalcone 
• 23229-66-5 2-prop-1-ynyl-thiophene 
• 60836-41-1 C₃H₆⁽¹⁺⁾ 
• 74-99-7 prop-1-yne 
• 1172596-28-9 C₃₆H₄₅NO₄ 

Downstream Products

• 38454-54-5 cis-2,3-Bis-(2-methoxyphenyl)-2-buten 
• 10547-85-0 4,5-dimethylfuran-2(5H)-one 
• 623-50-7 ethyl 2-hydroxyacetate 
• 5783-75-5 2,3-dimethyl-1-ethoxycarbonylcyclopropene 
• 66481-30-9 2-Ethoxy-4,5-dimethyl-furan 
• 141-05-9 Diethyl maleate 
• 56787-63-4 1,2-Dimethyl-4-ethoxy-1-cyclobuten-3-on 
• 79970-48-2 (2Z)-3-methyl-2-nonene 
• 563-79-1 2,3-Dimethyl-2-butene 
• 513-35-9 2-methyl-but-2-ene 
• 627-21-4 2-Pentyne 
• 598-25-4 Dimethylallene 
• 34557-54-5 methane 
• 74-84-0 ethane 

Relevant articles and documents

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Development of a well-defined silica-supported tungstenocarbyne complex as efficient heterogeneous catalyst for alkyne metathesis

The interaction of [W({triple bond, long}C-tBu)(CH2-tBu)(OAr)2] (Ar = 2,6-iPr2C6H3) (1), with the hydroxyl groups of a silica dehydroxylated at 700 °C leads to [({triple bond, long}SiO)W(OAr)2({triple bond, long}C-tBu)] (2) which was characterized by IR, solid-state NMR and mass balance analysis. This well-defined surface species is an efficient catalyst for the metathesis of pent-2-yne.

REACTIONS OF DIMETHYLSELENADIAZOLE AND ALKYLTIN DERIVATIVES

Reactions of 4,5-dimethyl-1,2,3-selenadiazole with hexaalkylditins or trialkyltin anion followed by quenching with trialkyltin chloride affords only dimethylacetylene and bis(trimethyltin) selenide.Implications of these results in relation to possible syntheses of selenatellurafulvalenes are discussed.

Quantifying Error Correction through a Rule-Based Model of Strand Escape from an [ n]-Rung Ladder

The rational design of 3D structures (MOFs, COFs, etc.) is presently limited by our understanding of how the molecular constituents assemble. The common approach of using reversible interactions (covalent or noncovalent) becomes challenging, especially when the target is made from multivalent building blocks and/or under conditions of slow exchange, as kinetic traps and nonequilibrium product distributions are possible. Modeling the time course of the assembly process is difficult because the reaction networks include many possible pathways and intermediates. Here we show that rule-based kinetic simulations efficiently model dynamic reactions involving multivalent building blocks. We studied "strand escape from an [n]-rung ladder" as an example of a dynamic process characterized by a complex reaction network. The strand escape problem is important in that it predicts the time a dynamic system needs to backtrack from errors involving [n]-misconnections. We quantify the time needed for error correction as a function of the dissociation rate coefficient, strand valency, and seed species. We discuss the simulation results in relation to a simple probabilistic framework that captures the power law dependence on the strand's valency, and the inverse relationship to the rung-opening rate coefficient. The model also tests the synthetic utility of a one-rung (i.e., hairpin) seed species, which, at intermediate times, bifurcates to a long-lived, fully formed [n]-rung ladder and a pair of separated strands. Rule-based models thus give guidance to the planning of a dynamic covalent synthesis by predicting time to maximum yield of persistent intermediates for a particular set of rate coefficients and valency.

Molybdenum Alkylidyne Complexes with Tripodal Silanolate Ligands: The Next Generation of Alkyne Metathesis Catalysts

A new type of molybdenum alkylidyne catalysts for alkyne metathesis is described, which is distinguished by an unconventional podand topology. These structurally well-defined complexes are easy to make on scale and proved to be tolerant toward numerous functional groups; even certain protic substituents were found to be compatible. The new catalysts were characterized by X-ray crystallography and by spectroscopic means, including 95Mo NMR.

An acelylenically of a diene compound and/or method of manufacturing

Provided is a novel method for producing a compound having acetylene bonds and/or a diene. The method for producing a compound having acetylene bonds and/or a diene is characterized in that at least one selected from the group consisting of ketone compound (I), ketone compound (II), aldehyde compound (III), aldehyde compound (IV), and aldehyde compound (V) is dehydrated in the presence of a catalyst wherein a carrier containing silica supports at least one selected from the group consisting of compounds containing group 1 metal elements, compounds containing group 2 metal elements, group 1 metal elements, and group 2 metal elements.